324515-M

eEF-2 Kinase Inhibitor, NH125

The eEF-2 Kinase Inhibitor, NH125, also referenced under CAS 278603-08-0, controls the biological activity of eEF-2 Kinase. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

• Synonym(e): eEF-2 Kinase Inhibitor, NH125, 1-Benzyl-3-cetyl-2-methylimidazolium iodide, 1-Cetyl-3-benzyl-2-methylimidazolium iodide, CaM-Dependent Kinase III Inhibitor, NH125
• Empirische Formel (Hill-System): C₂₇H₄₅IN₂
• CAS-Nummer: 278603-08-0
• Molekulargewicht: 524.56
• UNSPSC Code: 12352200
• MDL number: MFCD07370143
• NACRES: NA.54
• Assay: ≥95% (NMR)
• Form: solid
• Storage condition: OK to freeze, desiccated (hygroscopic), protect from light

Eigenschaften

• Quality Segment: 100
• assay: ≥95% (NMR)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, desiccated (hygroscopic), protect from light
• color: white to yellow
• solubility: DMSO: 20 mg/mL, 70% ethanol: 5 mg/mL
• storage temp.: 2-8°C
• SMILES string: [I-].[n+]2(c([n](cc2)CCCCCCCCCCCCCCCC)C)Cc1ccccc1
• InChI: 1S/C27H45N2.HI/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-19-22-28-23-24-29(26(28)2)25-27-20-17-16-18-21-27;/h16-18,20-21,23-24H,3-15,19,22,25H2,1-2H3;1H/q+1;/p-1
• InChI key: RVWOHCBHAGBLLT-UHFFFAOYSA-M

Beschreibung

General description

A cell-permeable imidazolium compound that inhibits the activity of bacterial histidine kinases (EnvZ, PhoQ, BvgS, and EvgS) and eukaryotic eEF-2 (elongation factor 2) kinase/CaMKIII (IC₅₀ = 60 nM), while exhibiting much lower potency against PKC, PKA, and CaMKII (IC₅₀ = 7.5, 80, and >100 µM, respectively). NIH125 is a known P-gp substrate, which limits its in vivo efficacy as an anticancer and antimicrobial agent.

Biochem/physiol Actions

Primary Target
Bacterial histidine kinases (EnvZ, PhoQ, BvgS, and EvgS) and eukaryotic eEF-2 (elongation factor 2) kinase/CaMKIII

Target IC₅₀: 60 nM against the activity of bacterial histidine kinases (EnvZ, PhoQ, BvgS, and EvgS) and eukaryotic eEF-2 (elongation factor 2) kinase/CaMKIII

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Arora, S., et al. 2004. Mol. Pharmacol.66, 460.
Arora, S., et al. 2003. Cancer Res.63, 6894.
Yamamoto, K., et al. 2000. Biosci. Biotechnol. Biochem.64, 919.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

Sicherheitshinweise

• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable